http://rdf.ncbi.nlm.nih.gov/pubchem/patent/CY-1110063-T1
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_f9a36328274867f46f8fc1fb9c868703 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P15-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J41-0094 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P15-18 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P5-34 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J41-00 |
| filingDate | 2010-01-29-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_5a8a05871a6cdb11b5a003838da74820 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_3fcc6b111cb630f34f3aa955a3e77847 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_b3bbdaba959f78852ed0e5db970d2ba2 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_a1212109d3e7a18e6310f7b713f8c80b |
| publicationDate | 2015-01-14-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | CY-1110063-T1 |
| titleOfInvention | HIGH CLEANANCE 17a-Cyanomethyl-17b-hydroxy-estra-4,9-dien-3-one and a procedure for its synthesis |
| abstract | The invention relates to a novel process for the synthesis of high purity 17α-cyanomethyl-17β-hydroxy-ester-4,9-dien-3-one (hereinafter dienogest) of formula (I) from 3-methoxy-17-hydroxy-ester -2.5 (10) -dienene of formula (V). The invention also relates to the high purity 17α-cyanomethyl-17β-hydroxy-estra-4,9-dien-3-one and pharmaceutical compositions containing it as an active ingredient. The pharmaceutical compositions according to the present invention contain a high purity dienogene of formula (I), in which the total amount of impurities is less than 0.1%, while the amount of 4-bromo-dienogene is lower than the detection limit (0). , 02%) as an active ingredient or at least one of the active ingredients and auxiliaries commonly used in practice, such as carriers, excipients or diluents. According to our invention, the dienogest of formula (I) is synthesized as follows: (i) 3-methoxy-17-hydroxy-estra-2,5 (10) -dienene of formula (V) is reacted with isopropyl aluminum in the presence of cyclohexanone in an inert organic solvent under heating; (ii) the 3-methoxy-ester-2,5 (10) -dien-17-one of formula (IV) thus obtained is reacted with cyanomethyl lithium at a temperature between 0 and - 30 ° C; (iii) the obtained 3-methoxy-17α-cyanomethyl-17β-hydroxy-ester-2,5 (10) -diene of formula (III) is reacted with a strong organic acid in a tetrahydrofuran solution; iv) or received 17 α-cyanomethyl-17β-hydroxy-estra-5 (10) -en-3-one of formula (II) is reacted with 1-1.5 equivalents of pyridine tribromide in pyridine solution at a temperature between 0 and 60 ° C, and at thereafter the obtained crude diagenesis of formula (I) is purified by recrystallization and preparative HPLC. |
| priorityDate | 2005-12-05-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 31.